Typically will sell between $5 - $10 if it is a white chip with a coin inlay (metal center). I'm not sure what the "book value" is - but that's what they tend to go for.

Your Playboys are probably worth the most.
I can see the AC collectors drooling as we type
It would be helpful if you could post a scan so the pros can determine which chips you have.

And finally - if I were the one selling them, I'd sell them separately.
List that $2.50 Playboy at .99 cents and see what happens!